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CS-W001157 4
Total: USD 88.00

2-Chloro-5,6,7,8-tetrahydroquinoline

  • CAS No. 21172-88-3

  • Cat. No. CS-W021655
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

2-Chloro-5,6,7,8-tetrahydroquinoline|CS-W021655

Structure of 21172-88-3

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General Information

  • CAS No. 21172-88-3
  • Cat. No. CS-W021655
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀ClN
  • Molecular Weight 167.64
  • Synonym(s) Quinoline,2-chloro-5,6,7,8-tetrahydro
  • SMILES ClC1=NC2=C(CCCC2)C=C1

Description

2-Chloro-5,6,7,8-tetrahydroquinoline is a saturated heterocyclic scaffold featuring a chlorine substituent at the 2-position. This electron-deficient ring system offers enhanced stability and facilitates selective functionalization in synthetic transformations. The partially reduced quinoline core enables efficient coupling reactions and serves as a key building block in medicinal chemistry and agrochemical development.

Application

2-Chloro-5,6,7,8-tetrahydroquinoline serves as a versatile scaffold for medicinal chemistry and process development, enabling efficient access to substituted quinoline derivatives. Its chlorinated position facilitates palladium-catalyzed cross-coupling reactions, while the saturated ring enhances solubility and metabolic stability. The compound exhibits excellent bench stability and compatibility with diverse functional groups, making it well-suited for modular synthesis of bioactive molecules and API intermediates.

Synthesis

  • Route1

    References

    • Zimmerman, Steven C.; Zeng, Zijian; Wu, Weiming; Reichert, David E. Journal of the American Chemical Society, 1991 , vol. 113, # 1 p. 183 - 196
  • Route2
    • null|null
      14001-37-7
    • null|null
      68-12-2
    • ~63%
    • In-stock
      2-Chloro-5,6,7,8-tetrahydroquinoline|CS-W021655
      21172-88-3

    References

    • Meth-Cohn, Otto; Westwood, Keith T. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 6 p. 1173 - 1182
  • Route3
    • null|null
      108-94-1
    • ~%
    • In-stock
      2-Chloro-5,6,7,8-tetrahydroquinoline|CS-W021655
      21172-88-3

    References

    • Meth-Cohn, Otto; Westwood, Keith T. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 6 p. 1173 - 1182

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.6138
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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